Synthesis of novel isoxazolines via 1,3-dipolar cycloaddition and evaluation of anti-stress activity

Abstract

We have synthesized a series of novel isoxazolines via 1,3-dipolar cycloaddition of in situ generated nitrile oxide from 2,4-dimethoxy benzaldoxime and naphthaldehyde oxime with 4-allyl-2-methoxyphenol derivatives. The synthesized compounds were evaluated for antistress activity in acute stress (AS) induced peripheral changes. Adult male Sprague-Dawley rats, subjected to AS, cause a significant increase in gastric ulceration, adrenal gland weight, plasma glucose, corticosterone levels, and creatine kinase activity. Compounds 3d, 3g, 5b, 5c, 5d, and 5g displayed most promising anti-stress effect by reverting these peripheral stress parameters at a dose of 40 mg/kg p.o.

Synthesis of some 3,5-diarylisoxazoline derivatives in ionic liquids media

“…Several methods have been reported for the synthesis of isoxazoline derivatives. The synthetic routes for the preparation of isoxazoline derivatives mainly are cyclization reaction of chalcones, 11-14 1,3-dipolar cycloaddition of oximes to alkenes, 15,16 734 SAFAEI-GHOMI and GHASEMZADEH direct transformation of 3-arylpropargyl hydroxylamines hydrochlorides, 17 reaction of alkenes or alkynes with ketones, 18 1,3-dipolar cycloaddition of nitrile oxides to vinylic compounds 19 and cyclization of O-propargylic hydroxylamines. 20 In accordance with the significance of the application these compounds, a mild and efficient route to the synthesis of isoxazoline derivatives in ionic liquid media is reported herein.…”

Synthesis of Bio‐Based Silane Coupling Agents by the Modification of Eugenol

“…The obtained alkoxysilanes possess different polymerreactive functionalities (alkenyl, epoxide, thiirane, thiocarbamoyl, thioester, thioether moieties). This new group of biogenic SCAs was fully characterized using 1 H, 13 C, 29 Si NMR, FT-IR, GC-MS, and HRMS or elemental analysis. Examples of their application as additives to tire rubbers and their influence on several factors are also discussed.…”

The synthetic and therapeutic expedition of isoxazole and its analogs

“…24) exhibited significant anti-stress activity in immobilization stress-induced increase in nonsocial behavior. Maurya et al (2011) synthesized 3,5-disubstituted isoxazolines and evaluated their anti-stress potential under acute stress condition in relation to peripheral and biochemical changes. Some compounds 121 and 122 (Fig.…”